N-tert-butoxycarbonyl-L-leucyl-L-(N-ε-benzyloxycarbonyl)lysine methyl ester

Base Information

• Chemical Name: N-tert-butoxycarbonyl-L-leucyl-L-(N-ε-benzyloxycarbonyl)lysine methyl ester
• CAS No.: 37571-12-3
• Molecular Formula: C₂₆H₄₁N₃O₇
• Molecular Weight: 507.627
• Mol file: 37571-12-3.mol

Synonyms:N-tert-butoxycarbonyl-L-leucyl-L-(N-ε-benzyloxycarbonyl)lysine methyl ester

Chemical Property of N-tert-butoxycarbonyl-L-leucyl-L-(N-ε-benzyloxycarbonyl)lysine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-tert-butoxycarbonyl-L-leucyl-L-(N-ε-benzyloxycarbonyl)lysine methyl ester

There total 9 articles about N-tert-butoxycarbonyl-L-leucyl-L-(N-ε-benzyloxycarbonyl)lysine methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) + (S)-methyl 2-amino-6-(benzyloxycarbonylamino)hexanoate (24498-31-5) → N-tert-butoxycarbonyl-L-leucyl-L-(N-ε-benzyloxycarbonyl)lysine methyl ester (37571-12-3)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 20 ℃;

DOI:10.1021/jo061830j

Reference yield: 92.0%

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) + methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride (27894-50-4) → N-tert-butoxycarbonyl-L-leucyl-L-(N-ε-benzyloxycarbonyl)lysine methyl ester (37571-12-3)

Guidance literature:

With TEA; isobutyl chloroformate; In tetrahydrofuran; 1.) -15 deg C, 1 h; 2.) RT, 2 h;

DOI:10.1016/0040-4020(95)00047-C

Reference yield: 89.0%

Boc-DL-Leu-OH (13139-15-6,53296-34-7) + Nω-benzyloxycarbonyl-(RS)-lysine methyl ester hydrochloride (55355-50-5) + isobutyl chloroformate (543-27-1) → 6-Benzyloxycarbonylamino-2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-hexanoic acid methyl ester (37571-12-3) + 6-Benzyloxycarbonylamino-2-isobutoxycarbonylamino-hexanoic acid methyl ester (86645-64-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; at -5 ℃; for 3h; Product distribution; var. solv., var. amine;

DOI:10.1021/jo00165a036

upstream raw materials:

Boc-Leu-ONSu

methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride

N-tert-butoxycarbonyl-L-leucine

(S)-methyl 2-amino-6-(benzyloxycarbonylamino)hexanoate

Downstream raw materials:

Boc-Leu-Lys(Z)-OH

[4-(11-benzyl-8,14-diisobutyl-5-isopropyl-3,6,9,12,15-pentaoxo-1,4,7,10,13pentaaza-cyclopentadec-2-yl)-butyl]-carbamic acid benzyl ester

[4-(11-benzyl-8,14-diisobutyl-5-isopropyl-3,6,9,12,15-pentaoxo-1,4,7,10,13pentaaza-cyclopentadec-2-yl)-butyl]-carbamic acid benzyl ester

[4-(11-benzyl-8,14-diisobutyl-5-isopropyl-3,6,9,12,15-pentaoxo-1,4,7,10,13pentaaza-cyclopentadec-2-yl)-butyl]-carbamic acid benzyl ester